US1280940A - Vulcanizing process. - Google Patents
Vulcanizing process. Download PDFInfo
- Publication number
- US1280940A US1280940A US21944618A US21944618A US1280940A US 1280940 A US1280940 A US 1280940A US 21944618 A US21944618 A US 21944618A US 21944618 A US21944618 A US 21944618A US 1280940 A US1280940 A US 1280940A
- Authority
- US
- United States
- Prior art keywords
- anilin
- amino
- cymene
- vulcanization
- vulcanizing
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title description 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 10
- 229930007927 cymene Natural products 0.000 description 8
- -1 amino cymene Chemical compound 0.000 description 7
- 238000004073 vulcanization Methods 0.000 description 7
- 239000000463 material Substances 0.000 description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 229910052717 sulfur Inorganic materials 0.000 description 5
- 239000011593 sulfur Substances 0.000 description 5
- 239000004636 vulcanized rubber Substances 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- MRRMWDRBFHYYLS-UHFFFAOYSA-N 2-methyl-3-propan-2-ylaniline Chemical compound CC(C)C1=CC=CC(N)=C1C MRRMWDRBFHYYLS-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- HFPZCAJZSCWRBC-UHFFFAOYSA-N p-cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0025—Crosslinking or vulcanising agents; including accelerators
Definitions
- the present invention relates to vulcanization, and has been found to be of special value in the case of the vulcanization of rubber. While I describe this invention as applicable to rubber, it is to be understood that I do not confine the invention thereto, since it is also applicable in the vulcanization of other gums of a somewhat similar nature.
- H104 OHa is in some respects better than anilin for the purpose.
- vulcanized rubber (a) is capable of greater stretch, (b) is more resistant to atmospher1c oxidation (hence (c) has a better color, than that roduced a vulcanization catalyst.
- the amino cymene also is found to be somewhat quicker-in its action, 71. 0. it is not necessary to heat the mixture as long, in the vulcanization operation (the same temperature and pressure being used) as when an1l1n alone is used. Less of the amino cymene, than of anilin, will produce satisfactory results.
- the proportions of sulfur and rubber in the initial material may be varied between wide limits, as is'well known in the art.
- the proportion of amino cymene can be varied between widelimits, say from .5% to 5% giving good results, the larger amounts giv- 1n quicker vulcanization.
- terial which comprises heating, under vulcanizin conditions, a mixture comprisin such ru her-like material, a sulfur materia and amino methyl isopropyl benzene.
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
UNITED STATES PATENT OFFICE.
CHESTER E. ANDREWS, OF PITTSBURGH, PENNSYLVANIA, ASSIGNOR TO THE WALKER .GHEMICAL COMPANY, OF PITTSBURGH, PENNSYLVANIA, A CORPORATION. OF
DELAWARE.
. VULCANIZING PROCESS.
\ 1,280,940. Specification of Letters Patent.
No Drawing.
To aZZ 'whom-it may concem:
Be 1t known that I, CHESTER E. ANDREWS, acitizen of the United States, residing at Pittsburgh, in the county of Allegheny and State of Pennsylvania, have invented certain new and useful Improvements in Vulcanizing Processes, of which the following is a specification.
The present invention relates to vulcanization, and has been found to be of special value in the case of the vulcanization of rubber. While I describe this invention as applicable to rubber, it is to be understood that I do not confine the invention thereto, since it is also applicable in the vulcanization of other gums of a somewhat similar nature.
It has heretofore been proposed to add to the mixture of sulfur and rubber, prior to the vulcanizing operation, a small amount of anilin, to act as a catalyst, during the operation, whereby the time necessary for the vulcanizing operation is greatly reduced, and it. is claimed that a superior product is produced.
In the prior art, several other materials have been proposed as substitutes for the anilin, originally proposed by Price, but such materials in general have not been found to be materially better than the anilin, and
in many cases it has been found that such substitutes are not nearly as good as anilin.
So far as I am aware, such anilin substitutes have not come into extended use in the art, presumably on account, either of the greater expense attending their use, or else on account of the fact that the products are not as good as when anilin is employed.
I have now found that amino cymene, a substance having the formula:
H104 OHa is in some respects better than anilin for the purpose. I
This material can be cheaply prepared,
by the use of anilin as Application filed February 27, 1918. Serial No. 218,446.
also is found to have some specific advantages over anilin, especially in that the, vulcanized rubber (a) is capable of greater stretch, (b) is more resistant to atmospher1c oxidation (hence (c) has a better color, than that roduced a vulcanization catalyst. The amino cymene also is found to be somewhat quicker-in its action, 71. 0. it is not necessary to heat the mixture as long, in the vulcanization operation (the same temperature and pressure being used) as when an1l1n alone is used. Less of the amino cymene, than of anilin, will produce satisfactory results.
Without limiting myself to details, I e the following example to more fully expldin the invention, and how the same is to be performed (the parts being by wei ht) To a mixture of 100 parts 0% raw unvulcanized rubber and sulfur, there areadded about 5 parts of amino cymene, and the mixture well kneaded. The material, or any desired part thereof (which ma be molded into the desired form if desired is placed in a vulcanizer and heated under pressure to about 130 to 150 (1, for 1 to 2 hours. If the vulcanizer is first filled with steam, or a little water placed in the bottom thereof before the heating, a better result is secured.
The proportions of sulfur and rubber in the initial material may be varied between wide limits, as is'well known in the art. The proportion of amino cymene can be varied between widelimits, say from .5% to 5% giving good results, the larger amounts giv- 1n quicker vulcanization.
longer-lived) and terial which comprises heating, under vulcanizin conditions, a mixture comprisin such ru her-like material, a sulfur materia and amino methyl isopropyl benzene.
2. The process which comprises vulcanizing rubber in the presence of amino cy- 5. A vulcanized rubber compound conmene. taining sulfur and amino cymene as trans- 3. Vulcanized rubber containing amino formed by the heat of vulcanization. v w cymene or its derivatives. In testimony whereof I aflix my signa- 5 v 4:. In the process of ulcanizing, the additure.
tion of amino cymene as an accelerator of l the vulcanizing action. CHESTER E. ANDREWS.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US21944618A US1280940A (en) | 1918-02-27 | 1918-02-27 | Vulcanizing process. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US21944618A US1280940A (en) | 1918-02-27 | 1918-02-27 | Vulcanizing process. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1280940A true US1280940A (en) | 1918-10-08 |
Family
ID=3348533
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US21944618A Expired - Lifetime US1280940A (en) | 1918-02-27 | 1918-02-27 | Vulcanizing process. |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1280940A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2419093A (en) * | 1942-02-20 | 1947-04-15 | Du Pont | Catalytic hydrogenation of cuminic acid compounds |
| US2814646A (en) * | 1954-04-29 | 1957-11-26 | Ethyl Corp | Amine alkylation using aluminum anilide catalyst |
-
1918
- 1918-02-27 US US21944618A patent/US1280940A/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2419093A (en) * | 1942-02-20 | 1947-04-15 | Du Pont | Catalytic hydrogenation of cuminic acid compounds |
| US2814646A (en) * | 1954-04-29 | 1957-11-26 | Ethyl Corp | Amine alkylation using aluminum anilide catalyst |
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